Calycinine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	cab4c959-8eaf-4871-aaad-5348894bca68
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-18-ol
SMILES (Canonical)	COC1=CC2=C(C(=C1)O)C3=C4C(C2)NCCC4=CC5=C3OCO5
SMILES (Isomeric)	COC1=CC2=C(C(=C1)O)C3=C4[C@H](C2)NCCC4=CC5=C3OCO5
InChI	InChI=1S/C18H17NO4/c1-21-11-4-10-5-12-15-9(2-3-19-12)6-14-18(23-8-22-14)17(15)16(10)13(20)7-11/h4,6-7,12,19-20H,2-3,5,8H2,1H3/t12-/m0/s1
InChI Key	PTEWWARRGIJHQK-LBPRGKRZSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₇NO₄
Molecular Weight	311.30 g/mol
Exact Mass	311.11575802 g/mol
Topological Polar Surface Area (TPSA)	60.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	2.54
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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(?)-Calycinine

CHEMBL226824

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9616	96.16%
Caco-2	+	0.8047	80.47%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4654	46.54%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4909	49.09%
P-glycoprotein inhibitior	-	0.6725	67.25%
P-glycoprotein substrate	-	0.7585	75.85%
CYP3A4 substrate	+	0.5601	56.01%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	-	0.6272	62.72%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.7154	71.54%
CYP2D6 inhibition	+	0.6535	65.35%
CYP1A2 inhibition	+	0.5709	57.09%
CYP2C8 inhibition	+	0.4470	44.70%
CYP inhibitory promiscuity	-	0.5356	53.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8316	83.16%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6797	67.97%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7083	70.83%
skin sensitisation	-	0.8065	80.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.6855	68.55%
Androgen receptor binding	+	0.5860	58.60%
Thyroid receptor binding	+	0.7521	75.21%
Glucocorticoid receptor binding	+	0.6764	67.64%
Aromatase binding	-	0.5258	52.58%
PPAR gamma	+	0.8116	81.16%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.6469	64.69%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	98.24%	95.55%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.23%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.17%	96.77%
CHEMBL261	P00915	Carbonic anhydrase I	92.52%	96.76%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.26%	93.99%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.96%	92.68%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.88%	91.79%
CHEMBL4208	P20618	Proteasome component C5	88.06%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.60%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.78%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.61%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.56%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.36%	82.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.20%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.61%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	84.34%	88.48%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.20%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.31%	91.49%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.17%	80.96%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.86%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL2535	P11166	Glucose transporter	81.13%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	80.72%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.63%	99.15%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.